
Family-friendly vacation rentals in Brewster
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Brewster

Total vacation rentals
Explore 380 vacation rentals in Brewster

Nightly prices starting at
Brewster vacation rentals start at G$16,724 GYD per night before taxes and fees

Verified guest reviews
Over 10,260 verified reviews to help you choose

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
370 of Brewster vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Brewster
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Songbird Studio- Secluded but close to everything!
Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Cape Cod Farmhouse: Walk to the Beach in Brewster!
Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Sophisticated, Private Cape Cod living
LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Shining Sea Condo
Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Daffodil Cottages #45
Charming cottage tucked away on a quiet lane yet a short walk to shops, restaurants and the beach. Great for one couple or single. Very comfortable and fully equipped with bedroom, full bath, living room and kitchen. There is a sleep sofa in the living room for one or two small children. Discover the historic village of Brewster with sea captain's homes, quaint shops, excellent restaurants and miles of beautiful bay beaches.

Privacy with Cape Cod charm
This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

Waterfront Romantic get away Nest
Prepare to be swept away by breathtaking panoramic views and bountiful wildlife. This is a secluded romantic getaway that is tucked back in the corner on our historic 9 acre cranberry bog and adjacent pond. Enjoy private pond access. Boats and fishing gear available for your enjoyment. The Nest tiny home is built Eco-Friendly and compliments the natural environment to give you and immersive feel.

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster
Popular amenities for Brewster family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Violet’s Place- king bed- pet friendly- hot tub!

Walk2Beach, HotTub, FirePit, PetsOk

Great Chatham Location w/ Hot Tub, Near Beach!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Manomet Boathouse Station #31

Awesome Cottage near Beach, Backyard Bar & Hot Tub
Family- and pet-friendly home rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Brewster Hideaway

Fabulous Waterfront with Spectacular Sunset Views!

10 min walk to Beach - Amazing View & Huge Deck

Beautiful 4 bed/3 bath in Brewster, MA

Brewster Bay Getaway; walk to private & pub. beach

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

The Sea Captain's Carriage House
Family-friendly home rentals with a pool

House on Cape Cod with pool close to beach

Great Location. Near Beach & Main Street. Unit 5B

Resort Pools & Golf Views · Walk to Bay Beaches

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Modern Cape, Private Heated Pool, Beach, Golf

Seaview Summit | Ocean Views, Indoor Pool, Beach

Jolly Captain Lighthouse

Private Pool, near beaches, 3 BR/3 BA, Central Air
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,168 GYD | G$73,168 GYD | G$65,851 GYD | G$61,670 GYD | G$69,614 GYD | G$82,993 GYD | G$103,480 GYD | G$103,480 GYD | G$70,241 GYD | G$64,806 GYD | G$61,670 GYD | G$61,670 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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- Cape Cod
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